14253 COUNTRY ESTATE DRIVE, Winter Garden, FL 34787

• 5 beds |
• 5 baths |
• 5,504 sqft

Property Description

Lakefront living with room to spread out. Welcome to 14253 Country Estate Drive. Set on nearly three acres along Black Lake, this two-story brick pool home pairs timeless character with expansive water views in an established community of custom homes. Mature oaks frame the circular driveway, creating a welcoming arrival to a residence offering approximately 5,504 square feet, five bedrooms, four full baths, and one half bath. Lake views greet you from the foyer and draw you into the soaring great room, where a wood-burning stone fireplace, tall windows, and French doors create an inviting setting for everyday living and entertaining. The spacious kitchen features a generous center island, extensive cabinetry, and adjoining casual dining, while a separate formal dining room provides space for larger gatherings. The main-floor primary suite offers its own screened lanai, a quiet place to start the day overlooking the grounds. An office with a closet provides flexibility for a potential fifth bedroom, and two upstairs bonus rooms offer additional space for recreation, hobbies, or working from home. Outside, the pool, lanai, and expansive backyard make the waterfront setting the centerpiece of the home. Enjoy afternoons by the water, outdoor dining, or time on Black Lake boating, fishing, paddleboarding, and jet skiing. A side-entry three-car garage completes the property. Conveniently located near the shopping and dining at Winter Garden Village at Fowler Groves, with access to SR 429, SR 408, and Florida’s Turnpike, this home brings together spacious interiors, generous grounds, and the Florida lakefront lifestyle.

Listing Status:

Active

Date Added:

November 6, 2026

Data Last Updated:

November 12, 2026 at 7:20PM

Listing Office:

ONE LUXURY INTERNATIONAL LLC : 407-312-8003

Listing Agent:

Desmond Garcia LLC : 407-202-5104

Contact:

407-312-8003

MLS ID:

O6453112

Interior

• General: Cathedral Ceiling(s)Ceiling Fans(s)Crown MoldingHigh CeilingsPrimary Bedroom Main FloorSolid Wood CabinetsVaulted Ceiling(s)Walk-In Closet(s)
• Rooms: Bonus RoomDen/Library/OfficeFormal Dining Room SeparateLoft
• Appliances: Built-In OvenDishwasherDisposalElectric Water HeaterExhaust FanMicrowaveRangeRange HoodRefrigeratorWater Softener
• Laundry: Laundry Room
• Flooring: CarpetCeramic Tile
• A/C: Central AirZoned
• Heating: CentralElectricZoned
• Fireplace: Family RoomWood BurningFireplace

Exterior

• General: LightingOutdoor GrillOutdoor KitchenPrivate Yard
• Other Structures: Outdoor Kitchen
• Pool: In GroundOutside Bath AccessScreen EnclosureTile
• Parking: Circular DrivewayGarage Door OpenerGarage Faces RearGarage Faces SideOversizedParking Pad

Construction

• Roofing: Shingle
• General: BrickFrameTwoSlab

Location

• Road/Access: Asphalt
• HOA Amenities: 850.0Annually
• Originating MLS: Stellar MLS
• County: Orange

Lot

• Zoning: R-CECOUNTRY LAKES 9/99 LOT 1434-22-27-1807-00-140
• View: Water
• Fencing: Fenced

Utilities

• Utilities: BB/HS Internet AvailableCable AvailableElectricity Connected
• Water: Canal/Lake For IrrigationWell
• Sewer: Septic Tank

Financial

• Source: Stellar MLS
• Ownership: Fee Simple